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Find Luxury Hotels in Lenox, MA

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Check availability on Lenox Luxury Hotels

Tonight
Aug 20 - Aug 21
Tomorrow
Aug 21 - Aug 22
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Lenox luxury hotels

1. 33 Main

33 Main
Lenox
¥98,566
¥110,098 total
includes taxes & fees
Sep 20 - Sep 21
33 Main

2. Devonfield Inn B&B

Devonfield Inn B&B
Lee
¥61,551
¥68,752 total
includes taxes & fees
Sep 3 - Sep 4
Devonfield Inn B&B

3. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
¥59,650
¥69,962 total
includes taxes & fees
Sep 13 - Sep 14
The Inn at Stockbridge

4. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
  • Boutique Berkshire guesthouse features spacious suites, designer interiors, and easy access to cultural sites.
¥14,421
¥16,108 total
includes taxes & fees
Sep 3 - Sep 4
The Central Downtown Inn & Suites

5. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
¥35,159
¥39,273 total
includes taxes & fees
Sep 10 - Sep 11
Hampton Terrace Inn

6. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Stockbridge
  • Escape to a mountain luxury bed & breakfast where refined elegance meets nature's beauty, just steps from the Norman Rockwell Museum.
¥52,243
¥63,199 total
includes taxes & fees
Sep 7 - Sep 8
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

7. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
¥50,876
¥61,392 total
includes taxes & fees
Sep 1 - Sep 2
The Old Inn On The Green

8. The Williams Inn

The Williams Inn
Williamstown
¥39,901
¥44,569 total
includes taxes & fees
Aug 31 - Sep 1
The Williams Inn
View all properties

Find out more about Lenox

Lenoxand its attractions for luxury travelers

Lenox, Massachusetts, is a perfect escape for luxury travelers seeking a blend of culture and nature. One of the highlights is Tanglewood, the summer home of the Boston Symphony Orchestra, where you can enjoy world-class music performances in a stunning outdoor setting. The beautiful grounds offer a serene atmosphere, perfect for picnics under the stars after an enchanting concert. Another must-visit is the Ventfort Hall Mansion and Gilded Age Museum, where you can explore the opulence of the late 19th century and indulge in special events and guided tours that detail the grandeur of the era. For outdoor enthusiasts, the nearby Kennedy Park provides miles of hiking trails, allowing you to immerse yourself in the lush landscapes of the Berkshires while enjoying invigorating walks. If you’re in the mood for relaxation, the Canyon Ranch Lenox offers a luxury wellness experience with spa treatments, gourmet dining, and fitness classes designed for rejuvenation. The central area of Lenox is particularly inviting for luxury travelers, featuring charming boutiques, upscale dining options, and exquisite accommodations like the elegant Blantyre Hotel, which boasts beautifully appointed rooms and exceptional service, ensuring you feel pampered during your stay. From cultural experiences to serene nature, Lenox promises an enriching getaway.

Find the best luxury hotels and resorts in Lenox

For travelers seeking a luxurious escape in Lenox, Massachusetts, these exquisite hotels offer exceptional amenities and unparalleled comfort, ensuring a memorable stay in this charming destination.33 Main

  • Why it's great for a luxury retreat: For an indulgent stay, 33 Main stands out with its remarkable review rating of 9.8, showcasing its commitment to luxury and comfort. Guests are treated to plush premium bedding and cozy bathrobes, enhancing the opulent experience. This adults-only hotel ensures a tranquil environment, making it a perfect retreat for travelers seeking intimacy and relaxation.
  • Other amenities: The hotel offers complimentary toiletries for an added touch of luxury, while the historical district location adds to its charm and character. Guests can enjoy free self-parking and a generous full breakfast daily, making it convenient for travelers. The serene ambiance and thoughtful details create an unforgettable experience for those seeking a high-end getaway.
  • Nearby attractions: Lenox Library - 0.07 miles, Ventfort Hall Mansion and Gilded Age Museum - 0.45 miles, Shakespeare and Company - 0.61 miles

Hampton Terrace Inn

  • Why it's great for a luxury retreat: Hampton Terrace Inn is an exquisite choice for luxury travelers, a review rating of 8.6. This elegant inn features premium bedding and a romantic fireplace, creating a cozy yet sophisticated atmosphere. With exceptional amenities like air conditioning and concierge services, guests are assured of a comfortable and tailored experience throughout their stay.
  • Other amenities: The inn offers a deep soaking bathtub for ultimate relaxation, while the onsite outdoor tennis court provides an active option for guests. Additional features include a hot tub for unwinding, daily housekeeping, and a terrace for enjoying the outdoors. Guests can also benefit from free self-parking and an electric car charging station, ensuring convenience for all travelers.
  • Nearby attractions: Lenox Library - 0.29 miles, Ventfort Hall Mansion and Gilded Age Museum - 0.14 miles, Shakespeare and Company - 0.38 miles

Seven Hills Inn

  • Why it's great for a luxury retreat: Seven Hills Inn is a perfect choice for travelers looking for a luxurious experience without compromising on comfort. With an excellent review rating of 8.0, this inn features air conditioning and concierge services that cater to guests’ every need, ensuring a refined atmosphere throughout their stay. Guests can also enjoy complimentary breakfast, providing a delightful start to their day.
  • Other amenities: The inn boasts a beautiful terrace and a lovely garden, perfect for relaxation in the serene surroundings. Free toiletries add a touch of convenience, while self-parking ensures an effortless arrival. With pet-friendly and service animal accommodations, guests can feel at home. Additionally, the option for free to-go breakfast makes it easy for travelers to savor their mornings at their own pace.
  • Nearby attractions: Wyndhurst Golf & Club - 0.46 miles, Shakespeare and Company - 1.25 miles, The Mount - 0.15 miles

Top Lenox Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We come up to the Berkshires every year for Tanglewood and always stay here. The rooms are always clean and the staff friendly and helpful. The rooms have either a full kitchen or kitchenette so at the very least you can have coffee when you wake-up. The fact that Vacation Village is on Brodie Mountain it's quiet and restful."
William 3-night trip
Posted 3 hours ago
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

10/10 Excellent
"What a wonderful stay! It was an impromptu overnight to the Berkshires and I’m so glad we chose to stay here. Our room was beautiful and clean, with a lovely view of the pond area out back from the balcony. Great bathroom and shower, very clean. Breakfast was yummy with a nice selection. The pools and hot tub were the BEST part. I absolutely will be back because one night was certainly not enough."
Kelly 1-night trip
Posted 14 hours ago
The Yankee Inn
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

8/10 Good
"If you’re looking for a bohemian, artsy experience, look no further! We stayed in the African room (note it’s in a separate building and up a narrow flight of stairs if you have mobility issues. We didn’t so it was fine). Eclectic decor from a mix of decades, truly unique and special! If you like modern and updated this isn’t for you but if you want a unique experience this is a great choice!"
Julia 1-night trip
Posted 23 hours ago
Whistler's Inn Bed & Breakfast
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

8/10 Good
"The motel is in a great location. You could walk to everything. The room was clean and comfortable although the air conditioning in the room didn't work very well. The fan ran but it didn't cool the room."
Jen 1-night trip
Posted 1 day ago
Howard Johnson by Wyndham Lenox

Frequently asked questions

Are you searching for a great accommodation for your luxury holiday in Lenox?
During your visit, you might want to enjoy the museums and entertainment which Lenox is known for.
When can I expect good weather in Lenox?
Planning for the weather is an important factor for making your trip to Lenox a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Lenox are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's there to see and do in Lenox?
Enjoy Lenox with a stop at Lenox Library, Shakespeare and Company, and Tanglewood Music Center. If you have a little extra time during your trip, you might want to check out Wyndhurst Golf & Club and The Mount.

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